110 Sport Hill Road
Redding, Connecticut 06896
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 5,308
- Acres
- 2.09
- Year Built
- 1989
- Neighborhood
- Redding Ridge
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room leads toward the heart of the home: a large eat-in gourmet kitchen open to an impressive family room with soaring ceilings, walls of windows, and abundant natural light overlooking the property. The traditional second floor offers a spacious primary suite with walk-in closets and serene backyard views, along with three additional bedrooms. The finished lower level adds tremendous versatility, featuring a large suite and lounge area ideal for guests, au pair, or in-law living, with direct access to the mudroom, garages and a separate exterior entrance. A second exterior entrance leads to a fully private studio or workshop. Outdoor living is a standout, with an expansive deck surrounding the pool and generous space for entertaining, relaxing and enjoying the private setting. The detached pool house/guest house adds incredible flexibility with a living area, kitchenette, bedroom and loft space. With exceptional square footage, privacy, lifestyle amenities and tremendous value compared with pricing being achieved in surrounding Fairfield County towns, this is a must see property.
Key Facts
- City/Town
- Redding
- Neighborhood
- Redding Ridge
- Property / Style
- Single Family · Colonial
- Year Built
- 1989
- Days on Market
- 69 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 5,308 sq ft
- Lot Size
- 2.09 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $23,605 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
24
24 under contract
Median List Price
$1.26M
24 active listings
Median Closed Price
$947,500
96 sales
Median Days on Market
54
24 active listings
Median $ / Sq Ft
$296
24 active listings
Sale-to-List Ratio
100.0%
96 sales
How this home compares
List Price
$1.70M
vs $1.26M median
34.5% above median
Price / Sq Ft
$319
vs $296 median
7.8% above median
Days on Market
69 days
vs 54 days median
15 days longer than median
Based on 24 active and 96 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of July 28, 2026.
Location
110 Sport Hill Road, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$8,642
- Property Taxes$1,967
- Insurance$565
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Redding
- Neighborhood
- Redding Ridge
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1989
- New Construction
- No/Resale
- Living Area
- 5,308 sq ft
Schools
- Elementary
- Redding
- High
- Joel Barlow
Interior
- Heating
- BaseboardHot WaterZoned
- Heat Fuel
- OilPropane
- Cooling
- Central AirWindow UnitZoned
- Fireplaces
- 3
- Laundry
- Upper Level
- Appliances
- Gas RangeWall OvenMicrowaveRefrigeratorDishwasherWasherWine Chiller
- Basement
- FullHeatedSump PumpGarage AccessCooledPartially FinishedLiveable Space
- In-Law Apartment
- YesDetachedSeparate Entry
- Interior Features
- Auto Garage Door OpenerCable - Available
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.09 acres
- Zoning
- R-2
- Garage / Parking
- 4 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedPool HouseSpaIn Ground Pool
- Construction
- Clapboard
- Color
- Blue
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- PorchBarnDeckGuttersLightingGuest House
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $23,605 / Annually
- Days on Market
- 69
- MLS #
- 24165654
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:25 AM UTC.